Synthesis of 4-[18F]fluorohalobenzenes and Palladium-mediated Cross-coupling Reactions for the Synthesis of 18F-labeled Radiotracers

Author(s): Jenilee Way, Vincent Bouvet, Frank Wuest.

Journal Name: Current Organic Chemistry

Volume 17 , Issue 19 , 2013

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Abstract:

Organic chemistry with short-lived positron emitters has evolved into a complex chemical science. Special efforts are focused on the development of rapid, selective and functional group-tolerating reactions with the most prominent short-lived positron emitter fluorine-18 (18F, t1/2 = 109.8 min). The use of catalysts such as palladium complexes represents a highly promising approach for rapid and efficient syntheses of a wide variety of 18F-labeled PET radiotracers. Palladium-mediated cross-coupling reactions such as STILLE reaction, SUZUKI reaction, SONOGASHIRA reaction and BUCHWALD N-arylation with various 4-[18F]fluoro-halobenzenes as versatile 18F labeling building blocks were shown to be particularly effective reactions. More recently, various palladium-mediated electrophilic and nucleophilic late stage radiofluorination reactions have further expanded the scope of palladium complexes in 18F chemistry. In conclusion, palladium-mediated cross-coupling reactions have significantly advanced and will continue to advance the field of organic PET chemistry with 18F.

Keywords: Fluorine-18, Positron emission tomography (PET), Radiotracer, Cross-coupling reactions, Palladium, 4-[18F]fluorohalobenzene.

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Article Details

VOLUME: 17
ISSUE: 19
Year: 2013
Page: [2138 - 2152]
Pages: 15
DOI: 10.2174/13852728113179990106
Price: $58

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